pentobarbital
Trade name: nembutal
Approved
Aug 31, 1973
Pentobarbital (US) or pentobarbitone is a short-acting barbiturate typically used as a sedative, a preanesthetic, and to control convulsions in emergencies. It can also be used for short-term treatment of insomnia but has been largely replaced by the benzodiazepine family of drugs. — Wikipedia
Clinical trial activity
6 trials · 10 clinical orgs · 28 marketing orgs
Earliest trial started May 1, 2002 (NCT00622570)
Timeline
1930s
- Jun 1, 1930
Evidence of US Marketing
1970s
- Aug 31, 1973
Earliest FDA Approval
- Aug 31, 1973
Teva — Marketing Organization
- Sep 19, 1973
Rising Pharmaceuticals — Marketing Organization
- Nov 8, 1973
Elkins Sinn — Marketing Organization
- Dec 19, 1973
American Home Products — Marketing Organization
- Feb 5, 1974
Whiteworth Towne Paulsen — Marketing Organization
- Feb 13, 1974
Bausch Health Companies — Marketing Organization
- Apr 30, 1974
Vitarine — Marketing Organization
- Jun 27, 1974
Parke-Davis — Marketing Organization
- Jun 27, 1974
Warner Lambert — Marketing Organization
- Sep 23, 1974
Nexgen Pharma, Inc — Marketing Organization
- Jan 8, 1975
Saptalis Pharmaceuticals — Marketing Organization
- Jan 8, 1975
Akorn, Inc. — Marketing Organization
- Jan 8, 1975
Sciegen Pharmaceticals — Marketing Organization
- Jan 14, 1975
Epic Pharma Llc — Marketing Organization
- Jan 31, 1977
Anabolic Pharma — Marketing Organization
- Dec 12, 1977
Watson Pharmaceuticals — Marketing Organization
- Jun 9, 1978
Lannett Company, Inc. — Marketing Organization
2010s
- May 23, 2016
Sagent Pharmaceuticals, Inc. — Marketing Organization
- Nov 13, 2017
Custopharm Inc — Marketing Organization
- Nov 13, 2017
Hikma — Marketing Organization
- Nov 27, 2017
Renaissance Pharma — Marketing Organization
- Nov 27, 2017
Athenex, Inc. — Marketing Organization
- Nov 27, 2017
BPI — Marketing Organization
Indications
Approved for
Mechanism of action
- GABA-A receptor; anion channelPOSITIVE ALLOSTERIC MODULATOR
GABA-A receptor; anion channel positive allosteric modulator
Barbiturate site
- Gamma-aminobutyric acid receptor subunit alpha-1 (GABRA1) ↗
- Gamma-aminobutyric acid receptor subunit beta-2 (GABRB2) ↗
- Gamma-aminobutyric acid receptor subunit gamma-2 (GABRG2) ↗
- Gamma-aminobutyric acid receptor subunit beta-3 (GABRB3) ↗
- Gamma-aminobutyric acid receptor subunit alpha-4 (GABRA4) ↗
- Gamma-aminobutyric acid receptor subunit gamma-3 (GABRG3) ↗
- Gamma-aminobutyric acid receptor subunit theta (GABRQ) ↗
- Gamma-aminobutyric acid receptor subunit alpha-3 (GABRA3) ↗
- Gamma-aminobutyric acid receptor subunit pi (GABRP) ↗
- Gamma-aminobutyric acid receptor subunit delta (GABRD) ↗
- Gamma-aminobutyric acid receptor subunit gamma-1 (GABRG1) ↗
- Gamma-aminobutyric acid receptor subunit beta-1 (GABRB1) ↗
- Gamma-aminobutyric acid receptor subunit epsilon (GABRE) ↗
- Gamma-aminobutyric acid receptor subunit alpha-2 (GABRA2) ↗
- Gamma-aminobutyric acid receptor subunit alpha-5 (GABRA5) ↗
- Gamma-aminobutyric acid receptor subunit alpha-6 (GABRA6) ↗
- GABA receptor alpha-1 subunit
- GABA receptor beta-2 subunit
- GABA receptor alpha-4 subunit
- GABA receptor delta subunit
- GABA receptor alpha-5 subunit
- GABA receptor alpha-6 subunit
- GABA receptor beta-3 subunit
- GABA receptor alpha-3 subunit
- GABA receptor alpha-2 subunit
- GABA-A receptor; GABA-A site (alpha1/beta2 interface)
- GABA-A receptor; alpha-3/beta-3/gamma-2
- GABA-A receptor; alpha-1/beta-3/gamma-2
- GABA-A receptor; alpha-5/beta-3/gamma-2
- GABA-A receptor; alpha-2/beta-3/gamma-2
- GABA-A receptor; alpha-1/beta-2/gamma-2
- GABA-A receptor; alpha-6/beta-3/gamma-2
- GABA-A receptor; benzodiazepine site
- GABA-A receptor; agonist GABA site
- GABA A receptor alpha-2/beta-2/gamma-2
- GABA A receptor alpha-3/beta-2/gamma-2
- GABA A receptor alpha-6/beta-2/gamma-2
- GABA A receptor alpha-1/beta-1/gamma-2
- GABA A receptor alpha-4/beta-3/gamma-2
- Gamma-aminobutyric acid receptor subunit alpha-4/beta3/delta
- Gamma-aminobutyric acid receptor subunit alpha-1/ beta-1
- Gamma-aminobutyric acid receptor subunit alpha-2/beta-2
- Gamma-aminobutyric acid receptor subunit alpha-3/ beta-2
- Gamma-aminobutyric acid receptor subunit alpha-3/ beta-3/gamma-3
- Gamma-aminobutyric acid receptor subunit alpha-3/beta-3
- Gamma-aminobutyric acid receptor subunit alpha-3/beta-3/theta
- Gamma-aminobutyric acid receptor subunit alpha-5/beta-2
- Gamma-aminobutyric acid receptor subunit alpha-5/beta-3/gamma-3
- Gamma-aminobutyric acid receptor subunit alpha-6/beta-3
- GABA-A receptor alpha-1/beta-3
- Gamma-aminobutyric acid receptor subunit alpha-1/beta-2/delta
- Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/delta
- Gamma-aminobutyric acid receptor subunit beta-1/beta-2
- Gamma-aminobutyric acid receptor subunit alpha-5/beta-3
- Gamma-aminobutyric acid receptor subunit alpha-2/beta-3
- Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2
- Gamma-aminobutyric acid receptor subunit alpha-1/gamma-2
- Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2
- Gamma-aminobutyric acid receptor subunit alpha-4/beta-1/delta
- Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2
- GABA receptor beta-1 subunit
- Gamma-aminobutyric acid receptor subunit alpha-2/beta-1/gamma-2
Approval history
- approvedAug 31, 1973
- approvedJun 1, 1930
Chemistry & pharmacology
SMILES
CCCC(C)C1(CC)C(=O)NC(=O)NC1=O- Mol. weight
- 226.28 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Racemic Mixture
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral, Parenteral, Topical
- Availability
- Prescription Only
Oral
Yes
Parenteral
Yes
Topical
Yes
Sources
- WikipediaPentobarbital ↗
- ChEMBLCHEMBL448 ↗
- NCATS32I9YOC576 ↗
- ChEMBLCHEMBL971 ↗
- NCATSNJJ0475N0S ↗
- NCATS66V4W08X7J ↗
- ChEMBLCHEMBL3707363 ↗
Also known as
- 5-ethyl-5-(1-methylbutyl)-2,4,6(1h,3h,5h)-pyrimidinetrione
- 5-ethyl-5-(1-methylbutyl)-2,4,6(1h,3h,5h)-pyrimidinetrione
- 5-ethyl-5-(1-methylbutyl)barbituric acid
- 5-ethyl-5-(1-methylbutyl)barbituric acid
- 5-ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione
- 5-ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione
- 5-ethyl-5-(sec-pentyl)barbituric acid
- 5-ethyl-5-(sec-pentyl)barbituric acid
- beuthanasia
- ethaminal
- euthanase
- euthatal
- euthatal
- mebubarbital
- mebubarbital
- mebubarbital
- mebumal
- mebumal
- nembutal
- nembutal
- nembutal
- nembutal
- nembutal sodium
- nembutal sodium
- neodorm
- pentabarbitone
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital
- pentobarbital calcium
- pentobarbital calcium
- pentobarbital calcium
- pentobarbital calcium
- pentobarbital calcium
- pentobarbital calcium
- pentobarbital sodium
- pentobarbital sodium
- pentobarbital sodium
- pentobarbital sodium
- pentobarbitone
- pentobarbitone
- pentobarbitone
- pentobarbitone sodium
- pentobarbitone sodium
- pentobarbituric acid
- phetobarbitone
- sagatal
- sagatal
- sodium pentobarbital
- sodium pentobarbital
- sodium pentobarbital
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT02250820 | Phase 1 | Nov 1, 2014 | University of Cincinnati |
| NCT00878345 | N/A | Apr 7, 2009 | Washington University in St. Louis |
| NCT00265616 | Phase 3 | May 1, 2006 | Harvard University, University of Lausanne |
| NCT00123578 | Phase 1/Phase 2 (Phase 2) | Aug 1, 2004 | National Institute on Drug Abuse (NIDA), University of California, Los Angeles |
| NCT00058955 | Phase 1 | Aug 1, 2003 | Johns Hopkins University, Orphan Medical |
| NCT00622570 | Phase 3 | May 1, 2002 | Fondo de Investigacion Sanitaria, Hospital Universitari Son Dureta |
Organizations
Research & Development (10)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Fondo de Investigacion Sanitaria | Academic/Hospital | 1 | 0 | 1 | 2002 |
| Harvard University | Academic/Hospital | 1 | 1 | 1 | 2006 |
| Hospital Universitari Son Dureta | Academic/Hospital | 1 | 1 | 1 | 2002 |
| Johns Hopkins University | Academic/Hospital | 1 | 0 | 1 | 2003 |
| National Institute on Drug Abuse (NIDA) | Government | 1 | 0 | 1 | 2004 |
| Orphan Medical | For profit | 1 | 1 | 1 | 2003 |
| University of California, Los Angeles | Academic/Hospital | 1 | 1 | 1 | 2004 |
| University of Cincinnati | Academic/Hospital | 1 | 1 | 1 | 2014 |
| University of Lausanne | Academic/Hospital | 1 | 0 | 1 | 2006 |
| Washington University in St. Louis | Academic/Hospital | 1 | 1 | 1 | 2009 |
Marketing (30)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Abbott | For profit | NDA | — |
| Akorn, Inc. | For profit | MKTG | Jan 8, 1975 |
| Akorn, Inc. | For profit | SYN | Sep 19, 1973 |
| American Home Products | For profit | MKTG | Dec 19, 1973 |
| Anabolic Pharma | Academic/Hospital | MKTG | Jan 31, 1977 |
| Athenex, Inc. | For profit | MKTG | Nov 27, 2017 |
| BPI | For profit | MKTG | Nov 27, 2017 |
| Bausch Health Companies | For profit | MKTG | Feb 13, 1974 |
| Custopharm Inc | For profit | MKTG | Nov 13, 2017 |
| Elkins Sinn | For profit | MKTG | Nov 8, 1973 |
| Epic Pharma Llc | For profit | MKTG | Jan 14, 1975 |
| Everylife Foundation for Rare Diseases | Academic/Hospital | MKTG | — |
| Halsey | For profit | MKTG | — |
| Hikma | For profit | MKTG | Nov 13, 2017 |
| Lannett Company, Inc. | For profit | MKTG | Jun 9, 1978 |
| Nexgen Pharma, Inc | For profit | MKTG | Sep 23, 1974 |
| Parke-Davis | For profit | MKTG | Jun 27, 1974 |
| Perrigo | For profit | MKTG | — |
| Puracap Pharmaceutical | For profit | MKTG | — |
| Renaissance Pharma | For profit | MKTG | Nov 27, 2017 |
| Rising Pharmaceuticals | For profit | MKTG | Sep 19, 1973 |
| Sagent Pharmaceuticals, Inc. | For profit | SYN | May 23, 2016 |
| Sagent Pharmaceuticals, Inc. | For profit | MKTG | May 23, 2016 |
| Saptalis Pharmaceuticals | For profit | MKTG | Jan 8, 1975 |
| Sciegen Pharmaceticals | For profit | MKTG | Jan 8, 1975 |
| Teva | For profit | MKTG | Aug 31, 1973 |
| Vitarine | For profit | MKTG | Apr 30, 1974 |
| Warner Lambert | For profit | MKTG | Jun 27, 1974 |
| Watson Pharmaceuticals | For profit | MKTG | Dec 12, 1977 |
| Whiteworth Towne Paulsen | For profit | MKTG | Feb 5, 1974 |